Journal
TETRAHEDRON
Volume 62, Issue 5, Pages 857-867Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2005.10.049
Keywords
cuprous salts; Mannich reaction; solventles; microwave
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A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.
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